Holiday rentals with a kayak in Cortland County

This aerial view captures a lakefront property surrounded by lush greenery. The spacious home features a large deck overlooking the water, with easy access to the lake. A private dock is visible, offering direct lake access for recreational activities.

5.0 out of 5 average rating, 100 reviews

Luxury Lakehouse on the water!

An unforgettable stay awaits at this private lakefront property. The waterfront home has been beautifully remodeled with high-end finishes and equipped with modern appliances, providing the ideal combination of luxury and tranquility. Start your day with a coffee on the large back deck and finish it with a campfire overlooking the lake. Song Mountain - 3 min drive Song Lake - Steps from back door Vesper Hills Golf Club - 12 min drive Create Lasting Memories In Tully With Us & Learn More Below!

LocationOutdoor spacesComfort

A serene outdoor space features a grassy area leading to the calm water, with a picnic table nearby. Four Adirondack chairs are arranged around a fire pit, and a private dock extends into the lake, inviting relaxation and outdoor enjoyment.

4.92 out of 5 average rating, 108 reviews

4 BR/2.5 BA Lake House | Pets OK | Fire Pit | Dock

Bring the whole family and make memories of a lifetime at this BEAUTIFUL LAKE HOUSE!! - Cozy, cabin-style interior with wood stove - Serene atmosphere by the lake - Updated, fully stocked kitchen - Four bedrooms on the second floor - Home gym with exercise equipment - Beautiful outdoor patio & huge back deck - Private dock with lake frontage - Kayaks & fishing poles available - Convenient in-home laundry - Enjoy stunning sunrises over the lake - Only 1 mile from Song Mountain!

LocationOutdoor spacesAccuracy

4.94 out of 5 average rating, 166 reviews

Chalet in Willet

Lakefront Retreat: Hike, Fish, Campfires, Kayaks

Welcome to Sunset Chalet — your private lakeside escape. Set on peaceful waterfront property, this cozy retreat is perfect for relaxing and enjoying nature. Swim in the private pond, kayak on the lake, explore trails, or unwind around the fire pit under the stars. Enjoy: • Lake access • Private swimming pond • 2 kayaks + canoe • Fire pit • Private setting Close to Greek Peak, Ithaca, waterfalls, hiking, and Finger Lakes wine trails. Reserve early — summer and peak weekends book quickly.

Outdoor spacesValueTV

5.0 out of 5 average rating, 10 reviews

Lake House! 4bd, firepit, kayaks, dock, A/C

Relax at this peaceful retreat, large enough for 8 guests & cozy enough to feel like home. The Blue Cottage at Heron’s Landing has been thoughtfully built to greet you. With lake access and mountain views, there is so much to enjoy! This is a year round property, with 4 bedrooms, 3 full bathrooms (all on 1 level), a large open kitchen & generous family room. The covered front porch overlooks the lake, along with a fire pit to extend the evenings. There is a path to the lake, dock, & kayaks.

LocationOutdoor spacesSkiing

Superhost

Campervan/RV in Cortland

Private Riverfront Lodge in Cortland w/ pool

Wake up to the sound of the Tioughnioga River from your private Grand Lodge trailer in Cortland. Swim in the pool, paddle the river with the kayak or SUP board, unwind in the hammock, or end the night by the fire pit. Pets welcome. Full kitchen, AC, Keurig, BBQ, and outdoor dining area included. 5 min to Cortland campus, 12 min to Greek Peak, near a plethora of waterfalls, and mountain biking and hiking trails. Welcome binder provides a local guide with restaurants and top activity picks.

Outdoor spacesLocationAmenities

4.79 out of 5 average rating, 28 reviews

4.98 out of 5 average rating, 122 reviews

A firepit surrounded by five blue Adirondack chairs is positioned on a lush green lawn. The tranquil reflection of trees and hills can be seen in the lake, creating a serene backdrop as the sunset casts a warm glow over the scene.

Cottage in Little York

Lakefront Escape: Kayaks/Firepit

Escape to this cozy all seasons lakefront cottage on Little York Lake! This charming retreat offers a perfect blend of tranquility, adventure and picturesque views no matter the season. Enjoy direct lake access for swimming, kayaking, and serene moments. In winter, hit nearby slopes for skiing, or go ice fishing on the lake, returning to our charming cottage for a fireside retreat. This ultimate lakeside getaway for all seasons is an ideal choice for a couple, family or a group of friends.

Outdoor spacesLocationRiver

A three-story home is surrounded by lush greenery, showcasing a wrap-around deck with railings. An American flag is displayed prominently. A spacious driveway leads to a garage underneath the home, providing convenient parking. Large windows invite natural light into the interiors.

Home in Homer

Skaneateles Lake House

Original Architect owned home overlookingl Skaneateles Lake. A massive, wrap-around deck offers extreme privacy and endless room to entertain. Inside, the open floor plan boasts a huge chef’s kitchen with two ovens, and corian counters. This level also offers a game room and first floor owner’s suite. The upper-level features 3 bedrooms, and another full bathroom. Outside there is a firepit, gas grill, lounge chairs, tables & chairs, dock, boat hoist and multiple kayaks for lake enjoyment.

Outdoor spacesValueAmenities

4.83 out of 5 average rating, 29 reviews

4.97 out of 5 average rating, 110 reviews

Family Friendly! Lakefront Tully Getaway w/ Porch

Dog Friendly w/ Fee | Paddleboards, Canoe, Kayaks & Rowboat A beautiful lakeside haven awaits you at this welcoming Tully vacation rental! The home offers all the perks of outdoor recreation, paired with a modern interior and serene setting. Ready to explore? Cast a line in the Song Lake or admire the natural beauty of Labrador Hollow. When evening falls, retreat to the cozy abode for a home-cooked meal and roast s’mores on the fire pit for dessert. Book your summer escape today!

ValueOutdoor spacesView

A spacious lakeside deck features outdoor seating arrangements, including a dining table and lounge chairs. A clear view of Song Lake is offered, with lush greenery framing the tranquil water. A boat is visible at the dock, enhancing the inviting lakeside atmosphere.

4.94 out of 5 average rating, 96 reviews

Song Lakehouse

Relax lakeside on the deck of our spacious home on Song Lake and at the base of Song Mountain. Conveniently located just off I-81, and situated centrally among Syracuse, Cortland, Ithaca, and the Finger Lakes (and Wine Region). Swim, fish, or kayak right off the dock or beach. Enjoy beautiful fall scenery as the leaves show of their colors! Enjoy skiing @Song Mountain Resort located less than a mile down the street. Labrador Mountain and Greek Peak area short drive away.

ValueLocationHospitality

The interior of the camper showcases a well-equipped kitchen area with dark wood cabinetry and a countertop stove. A dining table for two is positioned near a window, and a comfortable chair is located beside it. Natural light filters through the windows, enhancing the space.

Campervan/RV in Homer

Private seasonal campsite.

This is a 32' 2014 camper in a nice quiet setting. Self contained. Private 28 acres with 11.5 acre lake. Two other campsites and main house on property. Seasonal from April 1 to October 30, depending on weather. Has 3 slide outs. Fire pit available. No smoking INSIDE camper. Close to Interstate 81, Syracuse, Binghamton, Ithaca, and points North and South. Local restaurants, summer theater, shopping, SUNY Cortland, Cornell University, Ithaca College, TC3, etc.

LocationValuePool

4.8 out of 5 average rating, 217 reviews

4.94 out of 5 average rating, 68 reviews

A serene landscape is depicted, featuring lush greenery and gentle hillside contours under a pastel sky. The sunset casts warm hues, creating a calming ambiance, while clusters of wildflowers dot the foreground, enhancing the natural scenery.

Apartment in Homer

South Skaneateles secluded studio on 45 acres

A peaceful studio apartment for two on 45 acres with miles of walking trails, in the heart of the fingerlakes . The studio is secluded and quiet, yet, 20 minutes from shops and restaurants in lovely Skaneateles. The city of Ithaca is only 35 minutes away. The city of Syracuse is 40 minutes away. Enjoy the large private pond and beach on the property or the breweries and wineries of the surrounding finger lakes.

ValueOutdoor spacesPets